Iodidotris(triphenyl-phosphine)copper(I) acetonitrile solvate.

The title compound, [CuI(C(18)H(15)P)(3)]·C(2)H(3)N, was obtained from the reaction of triphenyl-phosphine and copper(I) iodide in acetonitrile. The monomeric form of the complex has slightly distorted coordination of Cu by the I atom and three P atoms. The crystal structure is stabilized by C-H⋯π inter-actions between phenyl H atoms and phenyl rings. In addition, the complex mol-ecules exhibit C-H⋯N hydrogen bonds between phenyl H atoms and acetonitrile N atoms. The crystal used was an inversion twin, with nearly equal component populations of 0.522 (8) and 0.478 (8).

Related literature

For details of the crystal structures of organophosphine­copper(I) halide derivatives, see: Caulton et al. (1990 ▶); Bowmaker et al. (2000 ▶); Eller et al. (1977 ▶); Hamel et al. (2002 ▶); Hanna et al. (2005 ▶); Venkatraman et al. (2006 ▶); Barron et al. (1987 ▶); Kräuter & Newmüller (1996 ▶).

Experimental

Crystal data

[CuI(C18H15P)3]·C2H3N

M = 1018.30

Orthorhombic,

a = 18.5726 (10) Å

b = 20.2631 (12) Å

c = 12.7839 (5) Å

V = 4811.2 (4) Å3

Z = 4

Mo Kα radiation

μ = 1.23 mm−1

T = 115 (2) K

0.30 × 0.25 × 0.17 mm

Data collection

Nonius KappaCCD diffractometer with an Oxford Cryosystems Cryostream cooler

Absorption correction: multi-scan (SCALEPACK; Otwinowski & Minor, 1997 ▶) T min = 0.709, T max = 0.818

156685 measured reflections

15969 independent reflections

13488 reflections with I > 2σ(I)

Refinement

R[F 2 > 2σ(F 2)] = 0.033

wR(F 2) = 0.068

S = 1.03

15969 reflections

561 parameters

1 restraint

H-atom parameters constrained

Δρmax = 0.62 e Å−3

Δρmin = −0.66 e Å−3

Absolute structure: Flack (1983 ▶), 7443 Friedel pairs

Flack parameter: 0.478 (8)

Data collection: COLLECT (Nonius, 2000 ▶); cell refinement: SCALEPACK (Otwinowski & Minor, 1997 ▶); data reduction: DENZO (Otwinowski & Minor, 1997 ▶) and SCALEPACK; program(s) used to solve structure: SIR97 (Altomare et al., 1999 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808007174/lx2043sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808007174/lx2043Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[CuI(C18H15P)3]·C2H3N	F000 = 2072
Mr = 1018.30	Dx = 1.406 Mg m−3
Orthorhombic, Pna21	Mo Kα radiation λ = 0.71073 Å
Hall symbol: P 2c -2n	Cell parameters from 8935 reflections
a = 18.573 (1) Å	θ = 2.5–31.8º
b = 20.263 (1) Å	µ = 1.23 mm−1
c = 12.7839 (5) Å	T = 115 (2) K
V = 4811.2 (4) Å3	Fragment, colorless
Z = 4	0.30 × 0.25 × 0.17 mm

Nonius KappaCCD diffractometer (with an Oxford Cryosystems Cryostream cooler)	15969 independent reflections
Radiation source: fine-focus sealed tube	13488 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.0000
T = 115(2) K	θmax = 31.8º
ω scans with κ offsets	θmin = 2.8º
Absorption correction: multi-scan(SCALEPACK; Otwinowski & Minor, 1997)	h = −27→27
Tmin = 0.709, Tmax = 0.818	k = −29→30
156685 measured reflections	l = −18→18

Refinement on F2	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F2 > 2σ(F2)] = 0.033	w = 1/[σ2(Fo2) + (0.0253P)2 + 3.4731P] where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.068	(Δ/σ)max < 0.001
S = 1.03	Δρmax = 0.62 e Å−3
15969 reflections	Δρmin = −0.66 e Å−3
561 parameters	Extinction correction: none
1 restraint	Absolute structure: Flack (1983)
Primary atom site location: structure-invariant direct methods	Flack parameter: 0.478 (8)
Secondary atom site location: difference Fourier map

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq
I	0.217564 (7)	0.266851 (6)	0.441186 (16)	0.02077 (3)
Cu	0.240945 (12)	0.397554 (11)	0.44517 (3)	0.01359 (5)
P1	0.13455 (3)	0.44254 (3)	0.51291 (5)	0.01432 (10)
P2	0.33677 (3)	0.42893 (3)	0.55393 (5)	0.01575 (11)
P3	0.25929 (3)	0.41255 (3)	0.26648 (4)	0.01450 (10)
C1	0.13962 (12)	0.45371 (12)	0.65502 (18)	0.0178 (4)
C2	0.12435 (12)	0.51230 (12)	0.70821 (19)	0.0207 (5)
H2	0.1108	0.5506	0.6700	0.025*
C3	0.12884 (14)	0.51494 (14)	0.8170 (2)	0.0273 (6)
H3	0.1185	0.5549	0.8527	0.033*
C4	0.14844 (14)	0.45912 (16)	0.8732 (2)	0.0301 (6)
H4	0.1513	0.4609	0.9473	0.036*
C5	0.16373 (14)	0.40114 (15)	0.8213 (2)	0.0283 (6)
H5	0.1773	0.3630	0.8598	0.034*
C6	0.15930 (14)	0.39828 (13)	0.7130 (2)	0.0217 (5)
H6	0.1698	0.3581	0.6779	0.026*
C7	0.11119 (12)	0.52434 (11)	0.46264 (16)	0.0175 (5)
C8	0.05030 (12)	0.53500 (12)	0.40169 (18)	0.0191 (4)
H8	0.0173	0.4999	0.3900	0.023*
C9	0.03727 (13)	0.59699 (13)	0.3575 (2)	0.0228 (5)
H9	−0.0040	0.6036	0.3148	0.027*
C10	0.08404 (14)	0.64869 (13)	0.3755 (2)	0.0249 (5)
H10	0.0749	0.6908	0.3455	0.030*
C11	0.14434 (11)	0.63916 (10)	0.4375 (3)	0.0234 (4)
H11	0.1760	0.6750	0.4509	0.028*
C12	0.15866 (13)	0.57737 (12)	0.48005 (19)	0.0205 (5)
H12	0.2007	0.5709	0.5211	0.025*
C13	0.04853 (12)	0.39823 (11)	0.50234 (19)	0.0186 (4)
C14	0.03752 (13)	0.35252 (12)	0.4235 (2)	0.0268 (6)
H14	0.0753	0.3423	0.3762	0.032*
C15	−0.02950 (15)	0.32139 (13)	0.4135 (2)	0.0336 (7)
H15	−0.0372	0.2908	0.3584	0.040*
C16	−0.08436 (15)	0.33469 (14)	0.4829 (3)	0.0360 (7)
H16	−0.1295	0.3130	0.4758	0.043*
C17	−0.07363 (14)	0.37963 (15)	0.5628 (2)	0.0337 (6)
H17	−0.1112	0.3885	0.6113	0.040*
C18	−0.00801 (13)	0.41170 (14)	0.5719 (2)	0.0256 (5)
H18	−0.0012	0.4432	0.6261	0.031*
C19	0.42750 (12)	0.41851 (12)	0.49989 (19)	0.0196 (5)
C20	0.48602 (14)	0.45677 (13)	0.5321 (2)	0.0300 (6)
H20	0.4792	0.4912	0.5816	0.036*
C21	0.55453 (14)	0.44453 (15)	0.4916 (3)	0.0359 (7)
H21	0.5939	0.4715	0.5121	0.043*
C22	0.56534 (14)	0.39352 (14)	0.4220 (2)	0.0314 (7)
H22	0.6121	0.3852	0.3950	0.038*
C23	0.50823 (15)	0.35457 (15)	0.3917 (2)	0.0293 (6)
H23	0.5159	0.3191	0.3445	0.035*
C24	0.43900 (12)	0.36709 (12)	0.4301 (2)	0.0230 (5)
H24	0.3998	0.3403	0.4084	0.028*
C25	0.33421 (12)	0.51645 (11)	0.59215 (19)	0.0176 (4)
C26	0.29808 (12)	0.53569 (12)	0.6835 (2)	0.0205 (5)
H26	0.2781	0.5032	0.7284	0.025*
C27	0.29136 (14)	0.60257 (14)	0.7087 (2)	0.0266 (6)
H27	0.2668	0.6153	0.7706	0.032*
C28	0.32047 (15)	0.65019 (13)	0.6435 (2)	0.0313 (6)
H28	0.3166	0.6955	0.6615	0.038*
C29	0.35523 (14)	0.63185 (13)	0.5523 (2)	0.0297 (6)
H29	0.3743	0.6647	0.5070	0.036*
C30	0.36235 (13)	0.56523 (12)	0.5268 (2)	0.0226 (5)
H30	0.3866	0.5529	0.4643	0.027*
C31	0.34799 (14)	0.38716 (13)	0.6806 (2)	0.0192 (5)
C32	0.31740 (14)	0.32518 (13)	0.6941 (2)	0.0232 (5)
H32	0.2918	0.3052	0.6381	0.028*
C33	0.32387 (16)	0.29223 (14)	0.7889 (2)	0.0319 (6)
H33	0.3025	0.2500	0.7977	0.038*
C34	0.36150 (18)	0.32092 (15)	0.8706 (2)	0.0377 (7)
H34	0.3649	0.2989	0.9361	0.045*
C35	0.39419 (18)	0.38161 (14)	0.8570 (2)	0.0372 (7)
H35	0.4210	0.4008	0.9125	0.045*
C36	0.38781 (16)	0.41478 (14)	0.7618 (2)	0.0302 (6)
H36	0.4107	0.4563	0.7524	0.036*
C37	0.18119 (13)	0.38725 (13)	0.18883 (19)	0.0193 (5)
C38	0.18054 (15)	0.33782 (12)	0.1132 (2)	0.0261 (5)
H38	0.2234	0.3143	0.0971	0.031*
C39	0.11603 (19)	0.32291 (14)	0.0607 (2)	0.0367 (7)
H39	0.1155	0.2893	0.0089	0.044*
C40	0.05379 (17)	0.35655 (16)	0.0839 (3)	0.0403 (8)
H40	0.0102	0.3453	0.0492	0.048*
C41	0.05425 (16)	0.40674 (18)	0.1574 (3)	0.0413 (8)
H41	0.0114	0.4305	0.1726	0.050*
C42	0.11817 (14)	0.42195 (16)	0.2089 (2)	0.0303 (6)
H42	0.1187	0.4567	0.2587	0.036*
C43	0.26948 (12)	0.49703 (12)	0.21873 (19)	0.0182 (4)
C44	0.28124 (15)	0.54660 (13)	0.2903 (2)	0.0262 (5)
H44	0.2849	0.5360	0.3625	0.031*
C45	0.28790 (17)	0.61243 (14)	0.2582 (3)	0.0380 (7)
H45	0.2969	0.6462	0.3081	0.046*
C46	0.28136 (16)	0.62768 (15)	0.1545 (3)	0.0367 (7)
H46	0.2858	0.6723	0.1325	0.044*
C47	0.26847 (14)	0.57923 (15)	0.0817 (2)	0.0320 (6)
H47	0.2632	0.5906	0.0100	0.038*
C48	0.26316 (14)	0.51345 (14)	0.1126 (2)	0.0253 (5)
H48	0.2553	0.4799	0.0620	0.030*
C49	0.33584 (14)	0.36919 (13)	0.20742 (19)	0.0182 (5)
C50	0.33779 (14)	0.30007 (13)	0.2073 (2)	0.0228 (5)
H50	0.2983	0.2759	0.2350	0.027*
C51	0.39711 (15)	0.26645 (13)	0.1669 (2)	0.0260 (5)
H51	0.3976	0.2196	0.1663	0.031*
C52	0.45517 (15)	0.30119 (15)	0.1277 (2)	0.0299 (6)
H52	0.4953	0.2783	0.0994	0.036*
C53	0.45462 (15)	0.36930 (15)	0.1297 (2)	0.0299 (6)
H53	0.4950	0.3932	0.1042	0.036*
C54	0.39532 (13)	0.40330 (13)	0.1690 (2)	0.0218 (5)
H54	0.3955	0.4502	0.1696	0.026*
N1S	0.0790 (2)	0.23273 (17)	0.8365 (3)	0.0715 (12)
C1S	0.05774 (19)	0.22818 (15)	0.7540 (3)	0.0409 (7)
C2S	0.0311 (2)	0.22160 (19)	0.6481 (3)	0.0474 (8)
H21S	0.0714	0.2250	0.5989	0.071*
H22S	−0.0038	0.2567	0.6338	0.071*
H23S	0.0077	0.1786	0.6400	0.071*

	U11	U22	U33	U12	U13	U23
I	0.02420 (6)	0.01553 (5)	0.02259 (6)	−0.00050 (5)	−0.00066 (8)	0.00298 (8)
Cu	0.01321 (10)	0.01381 (10)	0.01374 (10)	0.00034 (8)	−0.00041 (14)	0.00155 (13)
P1	0.0120 (2)	0.0155 (2)	0.0155 (2)	−0.0003 (2)	−0.0003 (2)	0.0000 (2)
P2	0.0126 (2)	0.0172 (3)	0.0174 (3)	−0.0001 (2)	−0.0028 (2)	0.0018 (2)
P3	0.0143 (2)	0.0160 (2)	0.0132 (2)	0.0010 (2)	0.0002 (2)	0.0014 (2)
C1	0.0116 (10)	0.0240 (11)	0.0179 (11)	−0.0007 (8)	0.0006 (8)	−0.0002 (9)
C2	0.0157 (10)	0.0236 (12)	0.0230 (12)	−0.0015 (9)	0.0021 (9)	−0.0027 (9)
C3	0.0206 (12)	0.0366 (15)	0.0249 (13)	−0.0027 (10)	0.0038 (10)	−0.0104 (11)
C4	0.0241 (13)	0.0509 (18)	0.0154 (12)	−0.0049 (12)	0.0013 (10)	−0.0033 (11)
C5	0.0244 (13)	0.0401 (15)	0.0206 (12)	0.0013 (11)	−0.0017 (10)	0.0055 (11)
C6	0.0206 (12)	0.0228 (12)	0.0218 (12)	−0.0005 (10)	−0.0002 (10)	0.0006 (10)
C7	0.0169 (9)	0.0173 (9)	0.0185 (14)	0.0015 (7)	0.0008 (8)	0.0002 (8)
C8	0.0177 (10)	0.0211 (11)	0.0185 (10)	0.0006 (9)	−0.0022 (8)	−0.0024 (9)
C9	0.0200 (12)	0.0283 (13)	0.0203 (11)	0.0055 (9)	−0.0036 (9)	0.0039 (10)
C10	0.0249 (12)	0.0218 (12)	0.0280 (13)	0.0035 (10)	0.0030 (10)	0.0092 (10)
C11	0.0222 (9)	0.0189 (9)	0.0291 (11)	−0.0037 (7)	0.0009 (13)	0.0022 (13)
C12	0.0157 (10)	0.0226 (11)	0.0232 (11)	−0.0019 (9)	−0.0031 (8)	0.0029 (9)
C13	0.0150 (10)	0.0178 (10)	0.0230 (12)	−0.0018 (8)	−0.0027 (9)	0.0026 (9)
C14	0.0248 (11)	0.0211 (10)	0.0346 (18)	−0.0005 (9)	−0.0096 (11)	−0.0008 (10)
C15	0.0322 (14)	0.0226 (12)	0.0459 (19)	−0.0054 (10)	−0.0181 (12)	0.0014 (11)
C16	0.0229 (14)	0.0332 (14)	0.0518 (18)	−0.0130 (11)	−0.0144 (12)	0.0186 (13)
C17	0.0171 (12)	0.0432 (17)	0.0407 (16)	−0.0053 (11)	0.0000 (11)	0.0120 (13)
C18	0.0177 (11)	0.0324 (13)	0.0267 (13)	−0.0043 (10)	−0.0006 (10)	0.0006 (10)
C19	0.0142 (10)	0.0236 (11)	0.0209 (12)	0.0029 (8)	−0.0005 (8)	0.0045 (9)
C20	0.0173 (11)	0.0271 (13)	0.0456 (17)	0.0003 (10)	−0.0036 (11)	−0.0096 (12)
C21	0.0156 (11)	0.0315 (14)	0.061 (2)	−0.0016 (10)	−0.0024 (12)	−0.0061 (13)
C22	0.0188 (11)	0.0398 (14)	0.0358 (19)	0.0023 (10)	0.0044 (10)	−0.0006 (12)
C23	0.0265 (13)	0.0368 (15)	0.0247 (13)	0.0042 (11)	0.0009 (10)	−0.0074 (11)
C24	0.0200 (10)	0.0278 (11)	0.0211 (13)	−0.0018 (8)	−0.0040 (10)	−0.0030 (11)
C25	0.0142 (10)	0.0173 (10)	0.0215 (11)	−0.0003 (8)	−0.0056 (8)	0.0005 (9)
C26	0.0177 (11)	0.0200 (11)	0.0240 (12)	−0.0007 (8)	−0.0041 (9)	−0.0008 (9)
C27	0.0230 (13)	0.0271 (14)	0.0297 (14)	0.0015 (10)	−0.0045 (10)	−0.0076 (11)
C28	0.0274 (13)	0.0167 (12)	0.0500 (18)	0.0026 (10)	−0.0110 (12)	−0.0033 (11)
C29	0.0251 (13)	0.0199 (12)	0.0442 (16)	−0.0019 (10)	−0.0048 (11)	0.0080 (11)
C30	0.0181 (11)	0.0213 (11)	0.0283 (13)	−0.0004 (9)	−0.0017 (9)	0.0027 (10)
C31	0.0204 (12)	0.0199 (12)	0.0173 (11)	0.0055 (9)	−0.0024 (9)	0.0031 (9)
C32	0.0242 (13)	0.0236 (12)	0.0218 (12)	0.0003 (10)	−0.0057 (10)	0.0040 (10)
C33	0.0407 (16)	0.0260 (13)	0.0291 (14)	−0.0029 (12)	−0.0073 (12)	0.0101 (11)
C34	0.0523 (19)	0.0359 (16)	0.0248 (14)	0.0049 (14)	−0.0123 (13)	0.0097 (12)
C35	0.055 (2)	0.0293 (15)	0.0269 (14)	0.0028 (13)	−0.0216 (14)	−0.0001 (11)
C36	0.0380 (15)	0.0233 (13)	0.0292 (14)	−0.0009 (11)	−0.0147 (13)	0.0009 (11)
C37	0.0191 (12)	0.0250 (12)	0.0139 (11)	−0.0024 (9)	−0.0014 (9)	0.0040 (9)
C38	0.0346 (14)	0.0217 (12)	0.0221 (12)	−0.0049 (10)	−0.0064 (11)	0.0021 (10)
C39	0.0541 (19)	0.0272 (14)	0.0288 (15)	−0.0167 (13)	−0.0190 (13)	0.0082 (11)
C40	0.0323 (15)	0.0476 (18)	0.0408 (17)	−0.0187 (13)	−0.0207 (13)	0.0226 (15)
C41	0.0196 (13)	0.062 (2)	0.0425 (18)	0.0019 (13)	−0.0091 (12)	0.0101 (16)
C42	0.0207 (12)	0.0451 (17)	0.0250 (13)	0.0064 (12)	−0.0041 (10)	−0.0021 (12)
C43	0.0148 (10)	0.0194 (11)	0.0206 (11)	0.0020 (8)	0.0017 (8)	0.0049 (9)
C44	0.0335 (14)	0.0195 (11)	0.0257 (13)	−0.0020 (10)	0.0028 (11)	0.0022 (9)
C45	0.0489 (18)	0.0183 (12)	0.0467 (19)	−0.0020 (12)	0.0093 (15)	0.0025 (12)
C46	0.0321 (15)	0.0252 (15)	0.053 (2)	0.0040 (12)	0.0123 (14)	0.0181 (14)
C47	0.0240 (13)	0.0397 (16)	0.0324 (15)	0.0034 (11)	0.0027 (11)	0.0208 (12)
C48	0.0224 (12)	0.0327 (14)	0.0209 (12)	0.0016 (10)	−0.0015 (9)	0.0092 (10)
C49	0.0180 (11)	0.0224 (12)	0.0141 (11)	0.0052 (9)	0.0027 (9)	0.0012 (9)
C50	0.0251 (12)	0.0241 (13)	0.0193 (12)	0.0030 (10)	0.0008 (9)	0.0009 (10)
C51	0.0329 (14)	0.0241 (12)	0.0209 (12)	0.0097 (11)	0.0000 (10)	0.0006 (10)
C52	0.0266 (13)	0.0379 (15)	0.0252 (13)	0.0155 (11)	0.0063 (10)	0.0027 (11)
C53	0.0222 (12)	0.0368 (15)	0.0308 (14)	0.0056 (11)	0.0082 (10)	0.0077 (12)
C54	0.0184 (11)	0.0246 (12)	0.0224 (12)	0.0034 (9)	0.0043 (10)	0.0053 (10)
N1S	0.106 (3)	0.055 (2)	0.053 (2)	0.026 (2)	−0.039 (2)	−0.0197 (17)
C1S	0.0500 (19)	0.0309 (15)	0.0418 (18)	0.0090 (13)	−0.0135 (15)	−0.0073 (13)
C2S	0.054 (2)	0.052 (2)	0.0363 (18)	−0.0011 (16)	−0.0160 (15)	0.0016 (15)

Cu—I	2.6843 (3)	C26—C27	1.398 (4)
Cu—P1	2.3421 (6)	C26—H26	0.9500
Cu—P2	2.3463 (6)	C27—C28	1.385 (4)
Cu—P3	2.3295 (7)	C27—H27	0.9500
P1—C7	1.830 (2)	C28—C29	1.384 (4)
P1—C1	1.833 (2)	C28—H28	0.9500
P1—C13	1.838 (2)	C29—C30	1.395 (4)
P2—C19	1.833 (2)	C29—H29	0.9500
P2—C31	1.839 (3)	C30—H30	0.9500
P2—C25	1.840 (2)	C31—C32	1.389 (4)
P3—C43	1.827 (2)	C31—C36	1.392 (4)
P3—C37	1.831 (3)	C32—C33	1.389 (4)
P3—C49	1.834 (3)	C32—H32	0.9500
C1—C6	1.394 (3)	C33—C34	1.385 (4)
C1—C2	1.397 (3)	C33—H33	0.9500
C2—C3	1.395 (4)	C34—C35	1.383 (4)
C2—H2	0.9500	C34—H34	0.9500
C3—C4	1.388 (4)	C35—C36	1.395 (4)
C3—H3	0.9500	C35—H35	0.9500
C4—C5	1.378 (4)	C36—H36	0.9500
C4—H4	0.9500	C37—C42	1.389 (4)
C5—C6	1.389 (4)	C37—C38	1.392 (4)
C5—H5	0.9500	C38—C39	1.406 (4)
C6—H6	0.9500	C38—H38	0.9500
C7—C8	1.390 (3)	C39—C40	1.374 (5)
C7—C12	1.408 (3)	C39—H39	0.9500
C8—C9	1.399 (3)	C40—C41	1.385 (5)
C8—H8	0.9500	C40—H40	0.9500
C9—C10	1.380 (4)	C41—C42	1.392 (4)
C9—H9	0.9500	C41—H41	0.9500
C10—C11	1.385 (4)	C42—H42	0.9500
C10—H10	0.9500	C43—C44	1.376 (4)
C11—C12	1.391 (3)	C43—C48	1.402 (3)
C11—H11	0.9500	C44—C45	1.401 (4)
C12—H12	0.9500	C44—H44	0.9500
C13—C14	1.384 (3)	C45—C46	1.367 (5)
C13—C18	1.403 (4)	C45—H45	0.9500
C14—C15	1.401 (3)	C46—C47	1.374 (5)
C14—H14	0.9500	C46—H46	0.9500
C15—C16	1.377 (4)	C47—C48	1.394 (4)
C15—H15	0.9500	C47—H47	0.9500
C16—C17	1.383 (5)	C48—H48	0.9500
C16—H16	0.9500	C49—C54	1.393 (4)
C17—C18	1.386 (4)	C49—C50	1.401 (4)
C17—H17	0.9500	C50—C51	1.395 (4)
C18—H18	0.9500	C50—H50	0.9500
C19—C24	1.388 (4)	C51—C52	1.382 (4)
C19—C20	1.397 (3)	C51—H51	0.9500
C20—C21	1.396 (4)	C52—C53	1.380 (4)
C20—H20	0.9500	C52—H52	0.9500
C21—C22	1.378 (4)	C53—C54	1.393 (4)
C21—H21	0.9500	C53—H53	0.9500
C22—C23	1.378 (4)	C54—H54	0.9500
C22—H22	0.9500	N1S—C1S	1.130 (5)
C23—C24	1.400 (3)	C1S—C2S	1.447 (5)
C23—H23	0.9500	C2S—H21S	0.9800
C24—H24	0.9500	C2S—H22S	0.9800
C25—C30	1.396 (3)	C2S—H23S	0.9800
C25—C26	1.402 (3)
P1—Cu—P2	108.39 (2)	C30—C25—P2	120.9 (2)
P3—Cu—P1	115.80 (2)	C26—C25—P2	120.1 (2)
P3—Cu—P2	115.77 (2)	C27—C26—C25	120.3 (2)
P1—Cu—I	104.75 (2)	C27—C26—H26	119.9
P2—Cu—I	113.66 (2)	C25—C26—H26	119.9
P3—Cu—I	97.69 (2)	C28—C27—C26	120.1 (3)
C7—P1—C1	104.4 (1)	C28—C27—H27	119.9
C7—P1—C13	102.2 (1)	C26—C27—H27	119.9
C1—P1—C13	100.2 (1)	C29—C28—C27	120.1 (3)
C7—P1—Cu	115.01 (7)	C29—C28—H28	119.9
C1—P1—Cu	111.79 (8)	C27—C28—H28	119.9
C13—P1—Cu	121.07 (8)	C28—C29—C30	120.1 (3)
C19—P2—C31	100.1 (1)	C28—C29—H29	120.0
C19—P2—C25	103.6 (1)	C30—C29—H29	120.0
C31—P2—C25	102.3 (1)	C29—C30—C25	120.7 (2)
C19—P2—Cu	116.27 (8)	C29—C30—H30	119.7
C31—P2—Cu	118.89 (9)	C25—C30—H30	119.7
C25—P2—Cu	113.51 (7)	C32—C31—C36	119.2 (2)
C43—P3—C37	99.4 (1)	C32—C31—P2	118.7 (2)
C43—P3—C49	103.4 (1)	C36—C31—P2	122.1 (2)
C37—P3—C49	104.9 (1)	C33—C32—C31	120.5 (3)
C43—P3—Cu	117.71 (8)	C33—C32—H32	119.7
C37—P3—Cu	112.29 (8)	C31—C32—H32	119.7
C49—P3—Cu	117.04 (8)	C34—C33—C32	120.0 (3)
C6—C1—C2	118.6 (2)	C34—C33—H33	120.0
C6—C1—P1	116.1 (2)	C32—C33—H33	120.0
C2—C1—P1	125.2 (2)	C35—C34—C33	120.0 (3)
C3—C2—C1	120.4 (2)	C35—C34—H34	120.0
C3—C2—H2	119.8	C33—C34—H34	120.0
C1—C2—H2	119.8	C34—C35—C36	120.1 (3)
C4—C3—C2	120.0 (2)	C34—C35—H35	120.0
C4—C3—H3	120.0	C36—C35—H35	120.0
C2—C3—H3	120.0	C31—C36—C35	120.1 (3)
C5—C4—C3	120.0 (2)	C31—C36—H36	119.9
C5—C4—H4	120.0	C35—C36—H36	119.9
C3—C4—H4	120.0	C42—C37—C38	119.0 (2)
C4—C5—C6	120.2 (3)	C42—C37—P3	115.2 (2)
C4—C5—H5	119.9	C38—C37—P3	125.8 (2)
C6—C5—H5	119.9	C37—C38—C39	119.5 (3)
C5—C6—C1	120.8 (2)	C37—C38—H38	120.2
C5—C6—H6	119.6	C39—C38—H38	120.2
C1—C6—H6	119.6	C40—C39—C38	120.5 (3)
C8—C7—C12	118.7 (2)	C40—C39—H39	119.7
C8—C7—P1	122.0 (2)	C38—C39—H39	119.7
C12—C7—P1	119.2 (2)	C39—C40—C41	120.3 (3)
C7—C8—C9	120.4 (2)	C39—C40—H40	119.8
C7—C8—H8	119.8	C41—C40—H40	119.8
C9—C8—H8	119.8	C40—C41—C42	119.3 (3)
C10—C9—C8	120.3 (2)	C40—C41—H41	120.4
C10—C9—H9	119.8	C42—C41—H41	120.4
C8—C9—H9	119.8	C37—C42—C41	121.3 (3)
C9—C10—C11	119.9 (2)	C37—C42—H42	119.4
C9—C10—H10	120.0	C41—C42—H42	119.4
C11—C10—H10	120.0	C44—C43—C48	118.9 (2)
C10—C11—C12	120.3 (2)	C44—C43—P3	118.6 (2)
C10—C11—H11	119.9	C48—C43—P3	122.5 (2)
C12—C11—H11	119.9	C43—C44—C45	121.0 (3)
C11—C12—C7	120.4 (2)	C43—C44—H44	119.5
C11—C12—H12	119.8	C45—C44—H44	119.5
C7—C12—H12	119.8	C46—C45—C44	119.4 (3)
C14—C13—C18	118.8 (2)	C46—C45—H45	120.3
C14—C13—P1	120.6 (2)	C44—C45—H45	120.3
C18—C13—P1	120.6 (2)	C45—C46—C47	120.7 (3)
C13—C14—C15	119.9 (3)	C45—C46—H46	119.6
C13—C14—H14	120.1	C47—C46—H46	119.6
C15—C14—H14	120.1	C46—C47—C48	120.2 (3)
C16—C15—C14	120.7 (3)	C46—C47—H47	119.9
C16—C15—H15	119.6	C48—C47—H47	119.9
C14—C15—H15	119.6	C47—C48—C43	119.7 (3)
C15—C16—C17	119.8 (2)	C47—C48—H48	120.1
C15—C16—H16	120.1	C43—C48—H48	120.1
C17—C16—H16	120.1	C54—C49—C50	118.4 (2)
C16—C17—C18	119.9 (3)	C54—C49—P3	121.5 (2)
C16—C17—H17	120.1	C50—C49—P3	120.0 (2)
C18—C17—H17	120.1	C51—C50—C49	120.6 (2)
C17—C18—C13	120.9 (3)	C51—C50—H50	119.7
C17—C18—H18	119.6	C49—C50—H50	119.7
C13—C18—H18	119.6	C52—C51—C50	120.1 (2)
C24—C19—C20	119.1 (2)	C52—C51—H51	119.9
C24—C19—P2	118.0 (2)	C50—C51—H51	119.9
C20—C19—P2	122.7 (2)	C53—C52—C51	119.8 (2)
C21—C20—C19	120.1 (3)	C53—C52—H52	120.1
C21—C20—H20	120.0	C51—C52—H52	120.1
C19—C20—H20	120.0	C52—C53—C54	120.5 (2)
C22—C21—C20	120.4 (3)	C52—C53—H53	119.8
C22—C21—H21	119.8	C54—C53—H53	119.8
C20—C21—H21	119.8	C49—C54—C53	120.6 (2)
C23—C22—C21	119.9 (2)	C49—C54—H54	119.7
C23—C22—H22	120.0	C53—C54—H54	119.7
C21—C22—H22	120.0	N1S—C1S—C2S	179.3 (4)
C22—C23—C24	120.3 (2)	C1S—C2S—H21S	109.5
C22—C23—H23	119.8	C1S—C2S—H22S	109.5
C24—C23—H23	119.8	H21S—C2S—H22S	109.5
C19—C24—C23	120.2 (2)	C1S—C2S—H23S	109.5
C19—C24—H24	119.9	H21S—C2S—H23S	109.5
C23—C24—H24	119.9	H22S—C2S—H23S	109.5
C30—C25—C26	118.7 (2)
P3—Cu—P1—C7	−41.42 (8)	C19—C20—C21—C22	−1.9 (5)
P2—Cu—P1—C7	90.62 (8)	C20—C21—C22—C23	0.4 (5)
I—Cu—P1—C7	−147.73 (8)	C21—C22—C23—C24	0.9 (4)
P3—Cu—P1—C1	−160.21 (9)	C20—C19—C24—C23	−0.9 (4)
P2—Cu—P1—C1	−28.18 (9)	P2—C19—C24—C23	−176.1 (2)
I—Cu—P1—C1	93.47 (9)	C22—C23—C24—C19	−0.6 (4)
P3—Cu—P1—C13	82.11 (9)	C19—P2—C25—C30	43.1 (2)
P2—Cu—P1—C13	−145.85 (9)	C31—P2—C25—C30	146.78 (19)
I—Cu—P1—C13	−24.20 (9)	Cu—P2—C25—C30	−83.89 (19)
P3—Cu—P2—C19	−32.45 (9)	C19—P2—C25—C26	−142.59 (19)
P1—Cu—P2—C19	−164.50 (9)	C31—P2—C25—C26	−38.9 (2)
I—Cu—P2—C19	79.49 (9)	Cu—P2—C25—C26	90.42 (19)
P3—Cu—P2—C31	−152.11 (10)	C30—C25—C26—C27	−0.8 (3)
P1—Cu—P2—C31	75.84 (10)	P2—C25—C26—C27	−175.18 (18)
I—Cu—P2—C31	−40.17 (10)	C25—C26—C27—C28	−0.1 (4)
P3—Cu—P2—C25	87.57 (9)	C26—C27—C28—C29	1.1 (4)
P1—Cu—P2—C25	−44.48 (9)	C27—C28—C29—C30	−1.3 (4)
I—Cu—P2—C25	−160.49 (8)	C28—C29—C30—C25	0.5 (4)
P1—Cu—P3—C43	63.46 (9)	C26—C25—C30—C29	0.6 (3)
P2—Cu—P3—C43	−65.03 (9)	P2—C25—C30—C29	174.95 (19)
I—Cu—P3—C43	173.98 (8)	C19—P2—C31—C32	−105.8 (2)
P1—Cu—P3—C37	−51.02 (10)	C25—P2—C31—C32	147.8 (2)
P2—Cu—P3—C37	−179.52 (9)	Cu—P2—C31—C32	21.9 (2)
I—Cu—P3—C37	59.50 (9)	C19—P2—C31—C36	72.3 (3)
P1—Cu—P3—C49	−172.41 (10)	C25—P2—C31—C36	−34.1 (3)
P2—Cu—P3—C49	59.10 (10)	Cu—P2—C31—C36	−160.0 (2)
I—Cu—P3—C49	−61.89 (10)	C36—C31—C32—C33	2.6 (4)
C7—P1—C1—C6	−177.91 (18)	P2—C31—C32—C33	−179.3 (2)
C13—P1—C1—C6	76.6 (2)	C31—C32—C33—C34	−0.5 (5)
Cu—P1—C1—C6	−53.0 (2)	C32—C33—C34—C35	−1.6 (5)
C7—P1—C1—C2	3.1 (2)	C33—C34—C35—C36	1.6 (5)
C13—P1—C1—C2	−102.4 (2)	C32—C31—C36—C35	−2.7 (4)
Cu—P1—C1—C2	128.07 (19)	P2—C31—C36—C35	179.3 (2)
C6—C1—C2—C3	0.0 (3)	C34—C35—C36—C31	0.6 (5)
P1—C1—C2—C3	178.94 (19)	C43—P3—C37—C42	−63.8 (2)
C1—C2—C3—C4	−0.1 (4)	C49—P3—C37—C42	−170.4 (2)
C2—C3—C4—C5	0.3 (4)	Cu—P3—C37—C42	61.5 (2)
C3—C4—C5—C6	−0.3 (4)	C43—P3—C37—C38	115.7 (2)
C4—C5—C6—C1	0.2 (4)	C49—P3—C37—C38	9.1 (3)
C2—C1—C6—C5	0.0 (4)	Cu—P3—C37—C38	−119.0 (2)
P1—C1—C6—C5	−179.1 (2)	C42—C37—C38—C39	−1.6 (4)
C1—P1—C7—C8	−122.92 (19)	P3—C37—C38—C39	178.9 (2)
C13—P1—C7—C8	−18.9 (2)	C37—C38—C39—C40	−0.2 (4)
Cu—P1—C7—C8	114.23 (18)	C38—C39—C40—C41	1.6 (4)
C1—P1—C7—C12	61.5 (2)	C39—C40—C41—C42	−1.1 (5)
C13—P1—C7—C12	165.52 (19)	C38—C37—C42—C41	2.2 (4)
Cu—P1—C7—C12	−61.40 (19)	P3—C37—C42—C41	−178.3 (2)
C12—C7—C8—C9	0.9 (3)	C40—C41—C42—C37	−0.8 (5)
P1—C7—C8—C9	−174.72 (18)	C37—P3—C43—C44	135.0 (2)
C7—C8—C9—C10	−1.3 (4)	C49—P3—C43—C44	−117.1 (2)
C8—C9—C10—C11	0.2 (4)	Cu—P3—C43—C44	13.6 (2)
C9—C10—C11—C12	1.2 (4)	C37—P3—C43—C48	−42.6 (2)
C10—C11—C12—C7	−1.5 (4)	C49—P3—C43—C48	65.2 (2)
C8—C7—C12—C11	0.4 (4)	Cu—P3—C43—C48	−164.05 (17)
P1—C7—C12—C11	176.2 (2)	C48—C43—C44—C45	−0.9 (4)
C7—P1—C13—C14	104.3 (2)	P3—C43—C44—C45	−178.6 (2)
C1—P1—C13—C14	−148.4 (2)	C43—C44—C45—C46	1.1 (4)
Cu—P1—C13—C14	−25.1 (2)	C44—C45—C46—C47	−0.1 (5)
C7—P1—C13—C18	−73.6 (2)	C45—C46—C47—C48	−1.2 (4)
C1—P1—C13—C18	33.7 (2)	C46—C47—C48—C43	1.4 (4)
Cu—P1—C13—C18	157.04 (17)	C44—C43—C48—C47	−0.3 (4)
C18—C13—C14—C15	0.9 (4)	P3—C43—C48—C47	177.28 (19)
P1—C13—C14—C15	−177.04 (19)	C43—P3—C49—C54	18.8 (2)
C13—C14—C15—C16	−1.4 (4)	C37—P3—C49—C54	122.4 (2)
C14—C15—C16—C17	0.5 (4)	Cu—P3—C49—C54	−112.4 (2)
C15—C16—C17—C18	0.8 (4)	C43—P3—C49—C50	−166.1 (2)
C16—C17—C18—C13	−1.3 (4)	C37—P3—C49—C50	−62.4 (2)
C14—C13—C18—C17	0.5 (4)	Cu—P3—C49—C50	62.8 (2)
P1—C13—C18—C17	178.4 (2)	C54—C49—C50—C51	−1.8 (4)
C31—P2—C19—C24	98.0 (2)	P3—C49—C50—C51	−177.1 (2)
C25—P2—C19—C24	−156.6 (2)	C49—C50—C51—C52	0.9 (4)
Cu—P2—C19—C24	−31.4 (2)	C50—C51—C52—C53	0.7 (4)
C31—P2—C19—C20	−77.0 (2)	C51—C52—C53—C54	−1.4 (4)
C25—P2—C19—C20	28.4 (2)	C50—C49—C54—C53	1.2 (4)
Cu—P2—C19—C20	153.61 (19)	P3—C49—C54—C53	176.4 (2)
C24—C19—C20—C21	2.1 (4)	C52—C53—C54—C49	0.4 (4)
P2—C19—C20—C21	177.1 (2)

D—H···A	D—H	H···A	D···A	D—H···A
C9—H9···Cg1i	0.95	2.94	3.732	141
C40—H40···Cg2i	0.95	2.94	3.696	137
C39—H39···N1Sii	0.95	2.58	3.468 (4)	157

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C9—H9⋯Cg1i	0.95	2.94	3.732	141
C40—H40⋯Cg2i	0.95	2.94	3.696	137
C39—H39⋯N1Sii	0.95	2.58	3.468 (4)	157

Symmetry codes: (i) ; (ii) . Cg1 and Cg2 are the centroids of the C1–C6 and C7–C12 phenyl rings, respectively.